11 days in Oregon Itinerary

11 days in Oregon Itinerary

Created using Inspirock Oregon vacation planner

Make it your trip
Fly
1
Portland
— 2 nights
Drive
2
Cannon Beach
— 2 nights
Drive
3
Newport
— 2 nights
Drive
4
Bandon
— 1 night
Drive
5
Bend
— 3 nights
Fly

S M T W T F S
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29

Portland

— 2 nights

City of Roses

A big city with a small-town feel, Portland is home to the country's biggest rose test garden, perched on a hill overlooking downtown.
The Oregon Garden and Timberline Lodge and Ski Area will appeal to history buffs. Discover out-of-the-way places like Mount Hood and Willamette Valley Vineyards. Venture out of the city with trips to Cellar Door Wine Tours (in Lafayette) and Dayton (Archery Summit Winery & Domaine Serene). There's more to do: stop by Powell's City of Books.

Plan a Portland trip in moments using our itinerary builder.

Detroit to Portland is an approximately 6-hour flight. You can also drive; or take a train. The time zone changes from Eastern Standard Time (EST) to Pacific Standard Time (PST), which is usually a -3 hour difference. In May in Portland, expect temperatures between 70°F during the day and 51°F at night. Wrap up your sightseeing on the 16th (Sun) early enough to drive to Cannon Beach.

Things to do in Portland

Wineries · Historic Sites · Parks · Tours

Side Trips

Cannon Beach

— 2 nights
Cannon Beach is a city in Clatsop County, Oregon, United States. Kick off your visit on the 17th (Mon): admire the majestic nature at Oswald West State Park, tour the pleasant surroundings at Manzanita Beach, and then kick back and relax at Cannon Beach. Here are some ideas for day two: immerse yourself in nature at Hug Point State Park, then take in the exciting artwork at Bronze Coast Gallery, then admire the majestic nature at Ecola State Park, and finally take in the dramatic natural features at Haystack Rock.

To see other places to visit, ratings, more things to do, and tourist information, read our Cannon Beach online vacation planner.

Drive from Portland to Cannon Beach in 1.5 hours. Alternatively, you can take a bus. When traveling from Portland in May, plan for slightly colder days in Cannon Beach, with highs around 62°F, while nights are about the same with lows around 48°F. Wrap up your sightseeing on the 18th (Tue) to allow time to drive to Newport.

Things to do in Cannon Beach

Parks · Nature · Outdoors · Beaches

Side Trip

Newport

— 2 nights
A town that survives on the sea, Newport's population of just over 10,000 supports a healthy commercial fishing industry.
Kick off your visit on the 19th (Wed): get interesting insight from Tours, take in the exciting artwork at Lincoln City Glass Center, then take an in-depth tour of Prehistoric, and finally take in the dramatic natural features at Cape Foulweather. Get ready for a full day of sightseeing on the next day: tour the pleasant surroundings at Nye Beach, then get curious at Hatfield Marine Science Center, and then take in the dramatic natural features at Devil's Churn.

For other places to visit, where to stay, photos, and tourist information, read our Newport day trip planning website.

Traveling by car from Cannon Beach to Newport takes 3 hours. Alternatively, you can take a bus. May in Newport sees daily highs of 58°F and lows of 46°F at night. Finish your sightseeing early on the 20th (Thu) to allow enough time to drive to Bandon.

Things to do in Newport

Parks · Museums · Outdoors · Nature

Side Trips

Bandon

— 1 night
Bandon is a city in Coos County, Oregon, United States, on the south side of the mouth of the Coquille River. On the 21st (Fri), take in the dramatic natural features at Face Rock State Scenic Viewpoint, then kick back and relax at Coquille Point, and then enjoy the sea views from Coquille River Lighthouse.

To find where to stay, reviews, photos, and tourist information, go to the Bandon road trip planner.

You can drive from Newport to Bandon in 3 hours. Alternatively, you can do a combination of taxi and bus. In May, daytime highs in Bandon are 62°F, while nighttime lows are 49°F. Finish your sightseeing early on the 21st (Fri) so you can drive to Bend.

Things to do in Bandon

Parks · Historic Sites · Wildlife · Nature

Bend

— 3 nights
An old logging town at the crux of the high desert and ponderosa pine forest, Bend melds a love of the outdoors with cosmopolitan flair.
Kick off your visit on the 22nd (Sat): admire the sheer force of Tumalo Falls, then get impressive views of Newberry National Volcanic Monument, and then cast your line with a fishing tour. On the next day, Head underground at Lava River Cave, see Off-Road Tours, and then hike along Pilot Butte State Scenic Viewpoint.

For more things to do, other places to visit, and other tourist information, read Bend visit planner.

Drive from Bandon to Bend in 6.5 hours. Alternatively, you can take a bus; or do a combination of bus and flight. Traveling from Bandon in May, Bend is slightly colder at night with lows of 40°F. Wrap up your sightseeing on the 24th (Mon) to allow time to fly back home.

Things to do in Bend

Parks · Outdoors · Nature · Tours

Oregon travel guide

4.5
Gardens · State Parks · Specialty Museums
A land of many faces, Oregon is at once a state of rugged rocky coastlines and deep forests, as well as vibrant cities and small towns packed with award-winning restaurants and trendy shops. With nearly half of its land covered by dense fir, redwood, and pine forests, the state protects varied plant and animal life inside three national parks. In addition to pristine waterfalls, beaches, and lakes perfect for a holiday in nature, Oregon also offers numerous urban tourist attractions. Portland, the state's largest metropolis, notably includes more breweries than any other city in the world, and its central location makes it an ideal base for day trips to Oregon's emerging wine region and many parks.